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L(+)-Leucinol

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Products Intro: Product Name:L(+)-Leucinol
CAS:7533-40-6
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CAS:7533-40-6
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L(+)-Leucinol manufacturers

  • L(+)-Leucinol
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  • 2026-04-29
  • CAS:7533-40-6
  • Min. Order: 1KG
  • Purity: 98.0%
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  • 2026-04-29
  • CAS:7533-40-6
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  • Purity: 98%
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  • L(+)-Leucinol pictures
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L(+)-Leucinol Basic information
Product Name:L(+)-Leucinol
Synonyms:2-AMINO-4-METHYL-1-PENTANOL;(2S)-2-AMINO-4-METHYLPENTAN-1-OL;(S)-(+)-2-AMINO-4-METHYL-1-PENTANOL;(S)-2-AMINO-4-METHYL-1-PENTANOL;(S)-(+)-LEUCINOL;(S)-LEUCINOL;H-LEU-OL;(S)-(+)-Leucinol 96%
CAS:7533-40-6
MF:C6H15NO
MW:117.19
EINECS:231-400-5
Product Categories:Leucine [Leu, L];Amino Alcohols;Amino Alcohols (Chiral);Chiral Building Blocks;Synthetic Organic Chemistry;Chiral Compound;Amino alcohols;Pharmaceutical Intermediates
Mol File:7533-40-6.mol
L(+)-Leucinol Structure
L(+)-Leucinol Chemical Properties
Melting point 56-58 °C
alpha 3 º (589nm, c=9, ethanol)
Boiling point 208-210 °C(lit.)
density 0.917 g/mL at 25 °C(lit.)
refractive index n20/D 1.4511(lit.)
Fp 195 °F
storage temp. Keep in dark place,Inert atmosphere,2-8°C
solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form Liquid
pka12.88±0.10(Predicted)
color Clear colorless to slightly yellow light
Specific Gravity0.917
Optical Rotation[α]20/D +4°, c = 9 in ethanol
Sensitive Air Sensitive
BRN 1719240
Major Applicationpeptide synthesis
InChI1S/C6H15NO/c1-5(2)3-6(7)4-8/h5-6,8H,3-4,7H2,1-2H3/t6-/m0/s1
InChIKeyVPSSPAXIFBTOHY-LURJTMIESA-N
SMILESCC(C)C[C@H](N)CO
CAS DataBase Reference7533-40-6(CAS DataBase Reference)
NIST Chemistry Reference1-Pentanol, 2-amino-4-methyl-, (S)-(7533-40-6)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-36/37/39-27
WGK Germany 3
2-10
HS Code 29221990
Storage Class10 - Combustible liquids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
L(+)-Leucinol English
ACROS English
SigmaAldrich English
ALFA English
L(+)-Leucinol Usage And Synthesis
Chemical Propertiesclear colorless to slightly yellow
UsesStarting material for the synthesis of aminopeptidase N and phospholipase A2 inhibitors.
reaction suitabilityreaction type: solution phase peptide synthesis
Synthesis
Methyl L-leucinate hydrochloride

7517-19-3

L(+)-Leucinol

7533-40-6

The general procedure for the synthesis of (S)-2-amino-4-methylpentan-1-ol from L-leucine methyl ester hydrochloride was as follows: to a mixture of EtOH (1.8 L) containing L-leucine methyl ester hydrochloride (254 g, 1.4 mol), NaHCO3 (118 g, 1.4 mol, 1.0 eq.), and water (1.8 L) at 5°C, batchwise addition of NaBH4 (159 g, 4.2 mol, 3.0 eq.) at a rate commensurate with the reaction temperature, maintaining the reaction temperature at no more than 15°C (ca. 70 min.) After the addition of NaBH4 was complete, the ice bath was removed, and the reaction mixture was heated to reflux temperature and held overnight. Upon completion of the reaction, the mixture was cooled to room temperature. The resulting slurry was filtered with the aid of an ice bath and the solids were washed with EtOH (750 mL). The filtrates were combined and concentrated under reduced pressure to about 950 mL. the residue was diluted with EtOAc (2.5 L) and subsequently extracted with 1N NaOH solution (2 x 1 L). The aqueous layer was back-extracted with EtOAc (2 x 750mL). The organic phases were combined, dried over MgSO4 and concentrated under reduced pressure to afford (S)-1-(hydroxymethyl)-3-methylbutylamine as a light yellow oil (112 g, 65% yield). The product was characterized by 1H NMR (CDCl3): δ 0.88-0.93 (m, 6H), 1.17 (t, J = 7.7 Hz, 2H), 1.68-1.80 (m, 2H), 1.82 (br s, 2H), 2.86-2.91 (m, 1H), 3.22 (dd, J = 10.7,8.1 Hz, 1H), 3.56 ( dd, J = 10.3,3.6 Hz, 1H).

References[1] Patent: US6353006, 2002, B1. Location in patent: Page column 31
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